Aryl bromide/triflate selectivities reveal mechanistic divergence in palladium-catalysed couplings; the Suzuki-Miyaura anomaly

被引：91

作者：

Espino, Gustavo ^{[1
]}

Kurbangalieva, Almira ^{[1
]}

Brown, John M. ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 17期

关键词：

D O I：

10.1039/b701517h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In palladium-catalysed cross-coupling reactions, the outcome of competition between aryl bromides and aryl triflates depends on the nucleophilic partner; Suzuki couplings with R-B generally follow a different pattern from other R-M species.

引用

页码：1742 / 1744

页数：3

共 31 条

[1] Mechanistic and kinetic studies of palladium catalytic systems [J].

Amatore, C ;

Jutand, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) :254-278

[2] The heck reaction as a sharpening stone of palladium catalysis [J].

Beletskaya, IP ;

Cheprakov, AV .

CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066

[3] Palladium catalysts for the Suzuki cross-coupling reaction: An overview of recent advances [J].

Bellina, F ;

Carpita, A ;

Rossi, R .

SYNTHESIS-STUTTGART, 2004, (15) :2419-2440

[4] A DFT study of the full catalytic cycle of the Suzuki-Miyaura cross-coupling on a model system [J].

Braga, Ataualpa A. C. ;

Ujaque, Gregori ;

Maseras, Feliu .

ORGANOMETALLICS, 2006, 25 (15) :3647-3658

[5] Halogenation of (CF3)3B•NH3:: N,N-dihaloamino- and halo-tris (trifluoromethyl)borates [(CF3)3B-NX2]- and [(CF3)3B-X]-, X = F, Cl, Br [J].

Brauer, DJ ;

Bürger, H ;

Chebude, Y ;

Pawelke, G .

INORGANIC CHEMISTRY, 1999, 38 (18) :3972-3977

[6] Selected patented cross-coupling reaction technologies [J].

Corbet, Jean-Pierre ;

Mignani, Gerard .

CHEMICAL REVIEWS, 2006, 106 (07) :2651-2710

[7]

CORBET JP, 2004, METAL CATALYZED CROS, V1

[8]

CORBET JP, 2004, METAL CATALYZED CROS, V2

[9]

CORRIU JP, 1972, J CHEM SOC CHEM COMM, P144

[10] Cesium hydridotris(trifluoromethyl)borate, Cs[(CF3)3BH] [J].

Geier, Jens ;

Pawelke, Gottfried ;

Willner, Helge .

INORGANIC CHEMISTRY, 2006, 45 (16) :6549-6554

← 1 2 3 4 →